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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844184Generated: November 3, 2026

Hydrochloric Acid → 8-[(3-Fluoropyridin-2-yl)methoxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid hydrochloride

https://huagongshe.com/reaction/1844184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 8-[(3-fluoropyridin-2-yl)methoxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylateHCID 86718211—
SolventMeOH tetrahydrofuranHCID 21899815—
Product8-[(3-Fluoropyridin-2-yl)methoxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid hydrochlorideHCID 86718209—

Reaction Conditions

Temperature40 °C

Reaction Steps

4.66 g of ethyl 8-[(3-fluoropyridin-2-yl)methoxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylate (Example 116A, 14.2 mmol) were dissolved in 304 ml of THF/MeOH (5/1), 70.8 ml of 1 N aqueous lithium hydroxide solution (70.8 mmol) were added and the mixture was stirred at 40° C. overnight. The reaction mixture was acidified (pH about 3-4) using 1 N aqueous hydrochloric acid, and the solution was concentrated. The precipitate formed was cooled with ice-water and then filtered off with suction and dried under reduced pressure. This gave 3.97 g of the product (83% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946215B2
Source datasetuspto-grants-2015_02
ORD IDord-6aeb5ea25fe74a75bd7d118872add423
Source noteuspto-grants-2015_02